A5930

N-Acetyl-Asp-Glu

≥97% (TLC), mGluR3 agonist, powder or crystals

• Synonym(s): N-Acetylaspartylglutamicacid, NAAG, Spaglumic acid
• Empirical Formula (Hill Notation): C₁₁H₁₆N₂O₈
• CAS Number: 3106-85-2
• Molecular Weight: 304.25
• UNSPSC Code: 12352209
• PubChem Substance ID: 24891036
• NACRES: NA.32
• MDL number: MFCD00076652
• Assay: ≥97% (TLC)
• Form: powder or crystals
• Storage condition: (Tightly closed. Dry)

Properties

• Product Name: N-Acetyl-Asp-Glu, ≥97% (TLC)
• Quality Segment: 200
• assay: ≥97% (TLC)
• form: powder or crystals
• optical activity: [α]22/D −34.5°, c = 1.1 in H₂O(lit.)
• storage condition: (Tightly closed. Dry)
• color: white to off-white
• solubility: H₂O: 50 mg/mL
• storage temp.: −20°C
• SMILES string: CC(=O)NC(CC(O)=O)C(=O)NC(CCC(O)=O)C(O)=O
• InChI: 1S/C11H16N2O8/c1-5(14)12-7(4-9(17)18)10(19)13-6(11(20)21)2-3-8(15)16/h6-7H,2-4H2,1H3,(H,12,14)(H,13,19)(H,15,16)(H,17,18)(H,20,21)
• InChI key: OPVPGKGADVGKTG-UHFFFAOYSA-N
• Gene Information: human ... GRIN1(2902), GRIN2A(2903), GRIN2B(2904), GRIN2C(2905), GRIN2D(2906), GRIN3A(116443), GRIN3B(116444), GRINA(2907), GRM3(2913) ; mouse ... GRIN1(14810), GRIN2A(14811), GRIN2B(14812), GRIN2C(14813), GRIN2D(14814), GRIN3A(242443), GRIN3B(170483), GRINA(66168), GRM3(108069) ; rat ... GRIN1(24408), GRIN2A(24409), GRIN2B(24410), GRIN2C(24411), GRIN2D(24412), GRIN3A(191573), GRIN3B(170796), GRINA(266668), GRM3(24416)

Description

General description

Research area: Neuroscience

Application

N-Acetyl-Asp-Glu has been used in N-acetylated α-linked acidic dipeptidase (NAALADase) assay and affinity experiments.. It has also been used as a metabolite standard in liquid chromatography-mass spectrometry (LC-MS) targeted metabolomics analysis and mass-spectroscopy-based stable isotope-resolved metabolomics (SIRM) with 13C515N2-labeled-glutamine.

Biochem/physiol Actions

N-Acetyl-Asp-Glu (NAAG) is an abundant neuropeptide and neurotransmitter found in the mammalian brain. NAAG acts as an agonist for metabotropic glutamate receptors, mGluR3. In addition, it also acts as an antagonist for the N-methyl d-aspartate (NMDA) receptors. It yields N-acetyl aspartate and glutamate through glutamate carboxypeptidase II (GCP II) dependent pathway. Thus, it serves as a key glutamate reservoir in cancer cells. NAAG levels in plasma could be used as a non-invasive biomarker for tumor progression.

Endogenous neurotransmitter localized to neurons with high affinity for metabotropic glutamate receptors, mGluR₃. It is an antagonist at NMDA receptors. Catabolized by carboxypeptidase II, which is expressed on astrocyte membranes, to N-acetylaspartate and glutamate.

Endogenous neurotransmitter localized to neurons with high affinity for metabotropic glutamate receptors, mGluR₃; NMDA receptor antagonist.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Disclaimer

Store desiccated.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Codes: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• Flash Point (°F): Not applicable
• Flash Point (°C): Not applicable
• PPE (personal protective equipment): dust mask type N95 (US), Eyeshields, Gloves